Copper-Catalyzed Regio- and Enantioselective Protoboration of Allenyl Sulfones to Access Chiral Allylic Sulfones.

IF 3.6 2区 化学 Q1 CHEMISTRY, ORGANIC Journal of Organic Chemistry Pub Date : 2025-02-28 Epub Date: 2025-02-14 DOI:10.1021/acs.joc.4c02849
Peidong Sun, Xiaomei Kong, Jingwen Huang, Xuedi Ma, Tongyu Xu, Fanlong Zeng
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Abstract

An efficient method for copper-catalyzed asymmetric protoboration of allenyl sulfones with bis(pinacolato)diboron was developed, providing chiral allylic sulfones with high efficiency and excellent enantioselectivity. Notably, the directing effect of the sulfone group plays a pivotal role in achieving both high regioselectivity and enantioselectivity.

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铜催化烯丙基砜的区域选择性和对映选择性原硼酸反应制备手性烯丙基砜。
建立了一种铜催化烯丙基砜与双(pinacolato)二硼不对称原硼化反应的有效方法,获得了效率高、对映选择性好的手性烯丙基砜。值得注意的是,砜基团的定向作用在实现高区域选择性和对映体选择性方面起着关键作用。
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来源期刊
Journal of Organic Chemistry
Journal of Organic Chemistry 化学-有机化学
CiteScore
6.20
自引率
11.10%
发文量
1467
审稿时长
2 months
期刊介绍: Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
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